Name: Crowne Plaza Annapolis by IHG
Price range: $117 total
Rating: 8.8

Historic Inns of Annapolis

58 State Circle Annapolis MD

$106 nightly

$120 total

Dec 3 - Dec 4

Total with taxes and fees

Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...

9/10 Wonderful! (2,062 reviews)

"Beautiful inns. Well maintained. Walking distance to the heart of Annapolis."

Reviewed on Nov 7, 2026

Rod 'N' Reel Resort

4165 Mears Ave Chesapeake Beach MD

$173 nightly

$192 total

Nov 17 - Nov 18

Total with taxes and fees

Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...

8.8/10 Excellent! (1,003 reviews)

"Place is gorgeous, clean and very welcoming."

Reviewed on Nov 7, 2026

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

$103 nightly

$117 total

Dec 6 - Dec 7

Total with taxes and fees

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...

8.8/10 Excellent! (1,010 reviews)

"A very beautiful peaceful place to unwind . Staff very friendly ,parking lot was well lit , bed was so comfortable. Definitely will stay there again I would rate it a 5 star plus !"

Reviewed on Nov 7, 2026

See all 1,236 properties in Highland Beach

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

Arnold MD

Stay at this cottage in Arnold. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Annapolis City Dock and Bay Hills Golf Club are located ...

10/10 Exceptional! (5 reviews)

"Great location, excellent quality accommodations. Host communication was quick and helpful."

Reviewed on Oct 27, 2026

Cute, Cozy 2-bedroom house near Annapolis with water access

Crownsville MD

Stay at this vacation home in Crownsville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Joyces Marina and B&A Trail are located ...

9.8/10 Exceptional! (31 reviews)

"Very nice place, clean and updated! We enjoyed our time there"

Reviewed on Nov 1, 2026

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Rock Hall MD

Book a stay at this family-friendly villa in Rock Hall. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Rock Hall Harbor and The Mainstay ...

See all properties in Highland Beach

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.